Calcium Chloride → 2-[[(1-Propylimidazol-5-yl)methyl]thio]benzimidazole-5-amine

HRID 856742ノート

反応式

HRID 856742 の反応式
[N+:1]([C:4]1[CH:22]=[CH:21][C:7]2[N:8]=[C:9]([S:11][CH2:12][C:13]3[N:17]([CH2:18][CH2:19][CH3:20])[CH:16]=[N:15][CH:14]=3)[NH:10][C:6]=2[CH:5]=1)([O-])=O.[Cl-].[Ca+2].[Cl-]>C(O)C>[CH2:18]([N:17]1[C:13]([CH2:12][S:11][C:9]2[NH:10][C:6]3[CH:5]=[C:4]([NH2:1])[CH:22]=[CH:21][C:7]=3[N:8]=2)=[CH:14][N:15]=[CH:16]1)[CH2:19][CH3:20]

参加物

4

反応物 2

HCID 5284359Calcium ChlorideHCID 229387045-Nitro-2-(((1-propylimidazol-5-yl)methyl)sulfanyl)benzimidazole

生成物 1

HCID 695227092-[[(1-Propylimidazol-5-yl)methyl]thio]benzimidazole-5-amine収率 32.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

5-nitro-2-[[(1-propylimidazol-5-yl)methyl]thio]benzimidazole (1.6 g) was dissolved in 85% ethanol (48 ml), calcium chloride (0.28 g) and reduced iron (1.41 g) were added to the mixture, and the mixture was heated to reflux for 4 hours. After cooling to room temperature, the mixture was filtered with Celite, and washed with ethyl acetate. The solvent was removed under reduced pressure, and water was added to the obtained residue, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over magnesium sulfate. The solvent was removed under reduced pressure, and the obtained residue was purified by silica gel column chromatography, to give 2-[[(1-propylimidazol-5-yl)methyl]thio]benzimidazole-5-amine (0.47 g).

後処理

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 4 hours
  3. filtrationthe mixture was filtered with Celite
  4. washwashed with ethyl acetate
  5. customThe solvent was removed under reduced pressure, and water
  6. additionwas added to the obtained residue
  7. extractionthe mixture was extracted with ethyl acetate
  8. washThe organic layer was washed with saturated brine
  9. dry with materialdried over magnesium sulfate
  10. customThe solvent was removed under reduced pressure
  11. customthe obtained residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-881a4826b68b4136984cdedfa9011e0d
出典データセット
uspto-grants-2007_08
特許番号
US07262185B2

反応ノート

読み込み中…